Lusutrombopag CAS 1110766-97-6

Introduction:Basic information about Lusutrombopag CAS 1110766-97-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Lusutrombopag Basic information

Product Name:Lusutrombopag
Synonyms:Lusutrombopag S-888711;(E)-3-[2,6-dichloro-4-[4-[3-[(S)-1-hexyloxyethyl]-2-methoxyphenyl]thiazol-2-ylcarbamoyl]phenyl]-2-methylacrylic acid;S 888711;S888711;S888711;S 888711;2-Propenoic acid, 3-[2,6-dichloro-4-[[[4-[3-[(1S)-1-(hexyloxy)ethyl]-2-methoxyphenyl]-2-thiazolyl]amino]carbonyl]phenyl]-2-methyl-, (2E)-;Lusutrombopag,inhibit,Inhibitor,S888711,S 888711,Thrombopoietin Receptor;Rutroppa
CAS:1110766-97-6
MF:C29H32Cl2N2O5S
MW:591.55
EINECS:
Product Categories:API
Mol File:1110766-97-6.mol

Lusutrombopag Chemical Properties

density 1.299±0.06 g/cm3(Predicted)
storage temp. Store at 0-8 °C
solubility DMSO: 30 mg/ml
form A crystalline solid
pka4.33±0.21(Predicted)
color White to off-white
InChIKeyNOZIJMHMKORZBA-KJCUYJGMSA-N
SMILESC(O)(=O)/C(/C)=C/C1=C(Cl)C=C(C(NC2=NC(C3=CC=CC([C@@H](OCCCCCC)C)=C3OC)=CS2)=O)C=C1Cl

Safety Information

Lusutrombopag Usage And Synthesis

UsesLusutrombopag is a newly discovered thrombopoietin receptor agonist used in the treatment of patients with chronic ITP.
DefinitionChEBI: Lusutrombopag is a member of cinnamic acids.
Mechanism of actionLusutrombopag acts selectively on the human TPO receptor and activates signal transduction pathways that promote the proliferation and differentiation of bone marrow cells into megakaryocytes, thereby increasing platelet levels.
Synthesis

1110768-00-7

1110766-97-6

GENERAL STEPS: In a three-necked flask equipped with a mechanical stirrer, 100 mL of tetrahydrofuran (THF) and 25.2 g (40.7 mmol) of ethyl (S,E)-3-(2,6-dichloro-4-((4-(3-(1-(hexyloxy)ethyl)-2-methoxyphenyl)thiazol-2-yl)carbamoyl)phenyl)-2-methacrylate were added. Subsequently, 1.64 g of sodium hydroxide and 100 mL of water were added and the reaction mixture was heated to 60 °C with continuous stirring for 5 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming complete consumption of the raw materials, the reaction mixture was cooled to room temperature. Most of the organic solvent was evaporated under reduced pressure and then the pH was adjusted to 2-3 by slow dropwise addition of 2 N dilute hydrochloric acid, at which point a yellow solid precipitated. The solid product was collected by filtration and washed 2-3 times with methyl tert-butyl ether to give finally (S,E)-3-(2,6-dichloro-4-((4-(3-(1-(hexyloxy)ethyl)-2-methoxyphenyl)thiazol-2-yl)carbamoyl)phenyl)-2-methylacrylic acid in white solid powder form in a yield of 23.8 g and 99% yield.

References[1] Patent: CN106083759, 2016, A. Location in patent: Paragraph 0012

Lusutrombopag Preparation Products And Raw materials

Raw materialsLusutrombopag-->Tetrahydrofuran-->Sodium hydroxide-->Water
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